Dicyclohexylamine

Dicyclohexylamine Basic information
Product Name:Dicyclohexylamine
Synonyms:DICYCLOHEXYLAMINE;DCHA;DODECAHYDRODIPHENYLAMINE;AURORA KA-7610;Dicyclohexylamin;CYCLOHEXANAMINE,N-CYCLOHEXY;DICYCLOHEXYLAMINE (SEE 2560);DICYCLOHEXYLAMINE, 99% (SEE 2551)
CAS:101-83-7
MF:C12H23N
MW:181.32
EINECS:202-980-7
Product Categories:Fine Chemical;Building Blocks;C12;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;C11 to C38;Nitrogen Compounds;AliphaticsVolatiles/ Semivolatiles;Alpha Sort;Chemical Class;D;DAlphabetic;DIA - DIC;Pharmaceutical Intermediates;Amines;Analytical Reagents for General Use;C-D, Puriss p.a.;Puriss p.a.;bc0001
Mol File:101-83-7.mol
Dicyclohexylamine Structure
Dicyclohexylamine Chemical Properties
Melting point -2 °C
Boiling point 256 °C
density 0.912 g/mL at 20 °C(lit.)
vapor density 6 (vs air)
vapor pressure 12 mm Hg ( 37.7 °C)
refractive index n20/D 1.4842(lit.)
Fp 205 °F
storage temp. Store below +30°C.
solubility organic solvents: soluble
form Crystalline Powder
pka10.4(at 25℃)
color White to off-white
Odoramine odor
PH11 (1g/l, H2O, 20℃)
explosive limit0.8-4.6%(V)
Water Solubility 1 g/L (20 ºC)
FreezingPoint -2℃
Sensitive Air Sensitive
Merck 14,3095
BRN 605923
Stability:Stable. Incompatible with strong acids, strong oxidizing agents.
InChIKeyXBPCUCUWBYBCDP-UHFFFAOYSA-N
LogP2.724 at 25℃
CAS DataBase Reference101-83-7(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanamine, N-cyclohexyl-(101-83-7)
EPA Substance Registry SystemDicyclohexylamine (101-83-7)
Safety Information
Hazard Codes C,N
Risk Statements 22-34-50/53-24/25
Safety Statements 26-36/37/39-45-60-61
RIDADR UN 2565 8/PG 3
WGK Germany 2
RTECS HY4025000
8-9-23
Autoignition Temperature240 °C
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29213000
Hazardous Substances Data101-83-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Dicyclohexylamine Usage And Synthesis
Chemical PropertiesDicyclohexylamine is a combustible, colorless liquid with a faint amine odor.
Chemical PropertiesDicyclohexylamine is strongly basic with reactive amine groups which readily form TV-substituted derivatives. It also forms salts with inorganic and organic acids. Dicyclohexylamine will also form crystalline hydrates and alcoholates.
UsesDicyclohexylamine is manufactured by reacting equimolar quantities of cyclohexanone and cyclohexylamine or cyclohexanone and ammonia. It is used as a solvent and in organic syntheses. It is reportedly used as a chemical intermediate for the synthesis of corrosion inhibitors, rubber vulcanization accelerators, textiles, and varnishes.
UsesDicyclohexylamine (DCHA) is an aliphatic amine. As an intermediate, it can be used in a broad range of applications in different industries.
Dicyclohexylamine is used as a vulcanization accelerator.
In lubricants and cutting fluids it does function as a corrosion inhibitor. Here it should be mentioned that Dicyclohexylamine does not form Nitrosamines when being used.
Dicyclohexylamine
Reagent for preparation of crystalline amino acid derivative salts.
Dicyclohexylamine was used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry.
It was used to develop a new palladium catalyst for Suzuki coupling reaction of aryl bromides with boronic acids.
It was used as extractant in determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry.






UsesIndustrial solvent; corrosion inhibitor.
Production MethodsSeveral methods are employed for the manufacture of dicyclohexylamine. It can be manufactured by hydrogenation of equimolar amounts of cyclohexanone and cyclohexylamine. Alternatively, dicyclohexylamine can be prepared by vapor phase catalytic hydrogenation of aniline at elevated temperature and pressure. Fractionation of the crude reaction product yields cyclohexylamine, unreacted aniline, and a high boiling residue comprised of N-phenylcyclohexylamine and dicyclohexylamine (Windholz et al 1983).
DefinitionChEBI: Dicyclohexylamine is a primary aliphatic amine.
General DescriptionA colorless liquid with a faint fishlike odor. Less dense than water. May be toxic by ingestion. Severely irritates skin, eyes and mucous membranes. Used to make paints, varnishes and detergents.
Air & Water ReactionsSlightly soluble in water. May be sensitive to air.
Reactivity ProfileDCHA reacts with oxidizing agents. Forms crystalline salts with many N-protected amino acids . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Health HazardTOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Health HazardDicyclohexylamine is a strong irritant to skin and mucous membranes. Direct skin contact with the liquid or vapor should be avoided. Its systemic effects in man include nausea and vomiting, anxiety, restlessness and drowsiness. Individuals repeatedly exposed to this chemical may develop sensitivity to it (HSDB 1988).
Fire HazardCombustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Flammability and ExplosibilityNonflammable
Industrial usesDicyclohexylamine is a widely used chemical intermediate. It can be used to absorb acidic gases, to preserve rubber latex, to plasticize casein, and to neutralize plant and insect poisons. Metal complexes of dicyclohexylamine are catalysts used in the paint, varnish, and ink industries. Dicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties used in the printing and textile industries. One of the most important uses of dicyclohexylamine is as a vapor phase corrosion inhibitor. It is used to protect packaged or stored ferrous metals from atmospheric corrosion (Schweizer et al 1978).
Safety ProfilePoison by ingestion and subcutaneous routes. Corrosive. A severe skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fue, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx. See also CYCLOHEXYLAMINE.
Potential ExposureDicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties useful to the printing and textile industries. Metal complexes of DI-CHA are used as catalysts in the paint, varnish, the ink industries. Several vapor-phase corrosion inhibitors are solid DI-CHA derivatives. These compounds are slightly volatile at normal temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. Dicyclohexylamine is also used for a number of other purposes: plasticizers, insecticidal formulations; antioxidant in lubricating oils, fuels, and rubber; and as an extractant. Incompatibilities: Contact with strong oxidizers can cause fire and explosion hazard
MetabolismThe extensive use of cyclamates as artificial sweeteners a number of years ago led to extensive study on the metabolism and carcinogenicity of cyclohexylamine, a metabolic product of cyclamate. However, there is little such information available concerning dicyclohexylamine. Filov (1968) investigated the metabolism of cyclohexylamine and dicyclohexylamine. Both amines were readily absorbed from the gastro-intestinal tract. In addition, they rapidly entered the bloodstream following inhalation and penetrated intact skin. In rats, it was determined that 26-44% of dicyclohexylamine present in the stomach was eliminated unchanged, mostly in the urine. The clearance rate of the amines was also quite high, particularly for dicyclohexylamine.
ShippingUN2565 Dicyclohexylamine, Hazard class: 8; Labels: 8-Corrosive material
IncompatibilitiesDicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties useful to the printing and textile industries. Metal complexes of DI-CHA are used as catalysts in the paint, varnish, the ink industries. Several vapor-phase corrosion inhibitors are solid DI-CHA derivatives. These compounds are slightly volatile at normal temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. Dicyclohexylamine is also used for a number of other purposes: plasticizers, insecticidal formulations; antioxidant in lubricating oils, fuels, and rubber; and as an extractant. Incompatibilities: Contact with strong oxidizers can cause fire and explosion hazard
Waste DisposalIncineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions.
N-O-NITROPHENYLSULFENYL-L-HYDROXYPROLINE DI(CYCLOHEXYL)AMMONIUM SALT N-Benzyloxycarbonyl-O-tert-butyl-L-tyrosine dicyclohexylamine salt O-NPS-L-GLUTAMIC ACID DICYCLOHEXYLAMINE SALT TRIS(4-METHYLCYCLOHEXYL)AMINE Dicyclohexylammonium nitrite Z-GLU-OBZL DCHA N-NITROSO DICYCLOHEXYLAMINE AURORA 11827 N-O-NITROPHENYLSULFENYL-L-TRYPTOPHAN DI(CYCLOHEXYL)AMMONIUM SALT N-CARBOBENZOXY-L-TYROSINE DICYCLOHEXYLAMINE SALT Dicyclohexylamine N-O-NITROPHENYLSULFENYL-L-PROLINE DI(CYCLOHEXYL)AMMONIUM SALT N-ALPHA-TERT-BUTYLOXYCARBONYL-DIPROPYLGLYCINE DICYCLOHEXYLAMINE N-O-NITROPHENYLSULFENYL-GLYCINE DI(CYCLOHEXYL)AMMONIUM SALT N-ETHYLDICYCLOHEXYLAMINE N,N-Dicyclohexylmethylamine N-ALPHA-(T-BUTYLOXYCARBONYL)-N-ALPHA-METHYL-O-ACETYL-D-THREONINE DICYCLOHEXYLAMINE N-O-NITROPHENYLSULFENYL-GAMMA-AMINOBUTYRIC ACID DI(CYCLOHEXYL)AMMONIUM SALT

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.